| Fort Worth, Singles Qualifying M-ITF-USA-42A | 10/22 19:05 | 25 | Paroulek, Tadeas v Glasspool, Lloyd | 6-4,6-3 | |
| Challenger Las Vegas | 10/15 21:25 | 25 | [428] Glasspool, Lloyd v Emilio Gomez [143] | 2-6,7-6,3-6 | |
| Challenger Las Vegas | 10/14 18:00 | 24 | [418] Glasspool, Lloyd v Redlicki, Martin [436] | 7-5,7-6 | |
| ITF M25 Norman | 10/01 16:30 | 25 | Glasspool, Lloyd v Gray, Jonathan | 3-6,2-6 | |
| Challenger - Glasgow | 09/17 14:05 | 25 | [387] Glasspool, Lloyd v Nicola Kuhn [184] | 6-3,4-6,3-6 | |
| Challenger - Glasgow | 09/16 15:10 | 24 | [387] Glasspool, Lloyd v Balzerani, Riccardo [481] | 6-3,6-2 | |
| Challenger Cassis | 09/02 08:30 | 24 | [377] Glasspool, Lloyd v Illya Marchenko [430] | 4-6,4-6 | |
| Vancouver, Canada | 08/15 22:15 | 26 | [76] Ricardas Berankis v Glasspool, Lloyd [387] | 7-6,6-1 | |
| Vancouver, Canada | 08/14 21:30 | 25 | Glasspool, Lloyd v Baadi, Taha | 6-3,6-2 | |
| Vancouver, Canada | 08/14 17:00 | 25 | Glasspool, Lloyd v Troicki, Viktor | Cancelled | |
| Vancouver, Canada | 08/13 02:05 | 24 | [428] Arconada, Jordi v Glasspool, Lloyd [387] | 5-7,3-6 | |
| Challenger Aptos | 08/05 23:00 | 24 | [389] Glasspool, Lloyd v Redlicki, Martin [386] | 6-7,4-6 | |
| Challenger Lexington | 08/03 18:00 | 28 | [332] Glasspool, Lloyd v Alex Bolt [152] | 3-6,2-6 | |
| Challenger Lexington | 08/02 15:00 | 27 | [332] Glasspool, Lloyd v Liam Broady [278] | 6-4,6-3 | |
| Challenger Lexington | 08/01 19:35 | 26 | [332] Glasspool, Lloyd v Verbeek, Sem [144] | 6-4,6-3 | |
| Challenger Lexington | 07/31 17:15 | 25 | [243] Kaichi Uchida v Glasspool, Lloyd [332] | 4-6,3-6 | |
| Challenger Lexington | 07/29 15:40 | 24 | Kodat, Toby Alex v Glasspool, Lloyd | 1-6,4-6 | |
| Binghamton, USA | 07/23 16:25 | 24 | [338] Glasspool, Lloyd v Collin Altamirano [283] | 1-6,6-7 | |
| Challenger - Nottingham | 06/10 13:35 | 166 | [354] Klein, Brydan v Glasspool, Lloyd [476] | 7-6,6-2 | |
| Surbiton, Great Britain | 06/03 14:30 | 24 | [468] Glasspool, Lloyd v Dominik Koepfer [174] | 4-6,6-7 | |
| ITF - M15 Héraklion | 05/19 07:30 | 29 | Glasspool, Lloyd v Yshai Oliel | 3-6,4-6 | |
| ITF - M15 Héraklion | 05/18 07:30 | 28 | Glasspool, Lloyd v Bothwell, Peter | 6-7,6-4,6-1 | |
| ITF - M15 Héraklion | 05/17 07:00 | 27 | Glasspool, Lloyd v Addison, Aaron | 6-3,6-2 | |
| ITF - M15 Héraklion | 05/16 07:00 | 26 | Glasspool, Lloyd v Crepaldi, Erik | 6-1,6-1 | |
| ITF - M15 Héraklion | 05/15 09:35 | 25 | Glasspool, Lloyd v Bothwell, Samuel | 6-3,6-4 | |
| ITF - M15 Héraklion | 05/10 07:00 | 27 | Glasspool, Lloyd v Jonas Trinker | 4-6,4-6 | |
| ITF - M15 Héraklion | 05/09 07:00 | 26 | Glasspool, Lloyd v Guenther, Valentin | 7-6,6-4 | |
| ITF - M15 Héraklion | 05/07 10:00 | 25 | Glasspool, Lloyd v Jesse Delaney | 6-4,6-0 | |
| ITF - M25 Santa Margherita | 05/02 13:15 | 26 | Glasspool, Lloyd v Federico Iannaccone | 3-6,2-6 | |
| ITF - M25 Santa Margherita | 05/01 15:05 | 25 | Glasspool, Lloyd v Gabriele Bosio | 6-3,6-3 |